Water → HCID 22556773, compound

HRID 983953Notes

Reaction equation

HRID 983953 reaction equation
[C:1]1([C:13]2[C:14](=[O:28])[NH:15][C:16](=[O:27])[C:17]=2[C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][CH2:4][N:3]3[CH:2]=1.[C:29](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O>[CH3:29][N:15]1[C:16](=[O:27])[C:17]([C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[C:13]([C:1]2[C:11]3=[C:12]4[C:7](=[CH:8][CH:9]=[CH:10]3)[CH2:6][CH2:5][CH2:4][N:3]4[CH:2]=2)[C:14]1=[O:28]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 99692093-(5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione

Product 1

HCID 22556773HCID 22556773, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione (0.1 g, 0.27 mmol) in 4.5 ml of dimethylformamide was treated with potassium carbonate (0.038 g, 0.27 mmol) and stirred for 1 h at rt. Methyl iodide was added (0.034 ml, 0.55 mmol) and the solution was stirred overnight at room temperature. The mixture was treated with cold water and stirred. Crystals were collected by filtration, washed with water and dried under vacuum to give 0.098 g (95%) of the title compound.

Workup

  1. stirringthe solution was stirred overnight at room temperature
  2. stirringstirred
  3. filtrationCrystals were collected by filtration
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-fea2300833de4c3ab0bdf17fc34acf4f
Source dataset
uspto-grants-2005_03
Patent number
US06867198B2

Reaction notes

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